NPC Natural Product Communications
Date
2011Author
Muhammada, Ilias
Walkera, Larry A.
Hester, John P.
Midiwob, Jacob O.
Jacoba, Melissa R.
Khana, Shabana I.
Tekwania, Babu L.
Jaina, Surendra K.
Samoylenkoa, Volodymyr
Rahmana, Aziz A.
Type
ArticleLanguage
enMetadata
Show full item recordAbstract
The EtOH extract of Abrus schimperi (Fabaceae), collected in Kenya, demonstrated significant activity against Leishmania donovani
promastigotes with IC50 value of 3.6 μg/mL. Bioassay-guided fractionation of CHCl3 fraction using Centrifugal Preparative TLC afforded
two antiparasitic isoflavanquinones, namely amorphaquinone (1) and pendulone (2). They displayed IC50 values of 0.63 μg/mL and 0.43
μg/mL, respectively, against L. donovani promastigotes. Both the compounds were also evaluated against L. donovani axenic amastigotes
and amastigotes in THP1 macrophage cultures. In addition, compounds 1 and 2 showed antiplasmodial activity against Plasmodium
falciparum D6 and W2 strains, while 2 displayed antibacterial activity against Staphylococcus aureus and methicillin-resistant S. aureus
(each IC50 1.44 μg/mL). The 1H and 13C data of 1, not fully assigned previously, were unambiguously assigned using 1D and 2D NMR
HMBC and HMQC experiments. In addition, the absolute stereochemistry of the isolated compounds 1 and 2 was revised as C-(3S) based on
Circular Dichroism experiments. This appears to be the first report of amorphaquinone (1) and pendulone (2) from the genus Abrus.
Citation
Natural Product Communications Vol. 6 (11) 2011Publisher
Department of Chemistry, University of Nairobi, National Center for Natural Products Research and cDepartment of Pharmacology, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, Mississippi